11beta-[5-(Methylamino)pentyl]-8-vinylestra-1,3,5(10)-triene-3,17beta-diol → 11beta-{5-[Methyl(8,8,9,9,9-pentafluorononyl)amino]pentyl}-8-vinylestra-1,3,5(10)-triene-3,17beta-diol

HRID 2223348Notes

Reaction equation

HRID 2223348 reaction equation
[F:1][C:2]([F:25])([C:21]([F:24])([F:23])[F:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]OS(C1C=CC(C)=CC=1)(=O)=O.[CH3:26][NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C@H:33]1[CH2:50][C@@:48]2([CH3:49])[C@@H:44]([CH2:45][CH2:46][C@@H:47]2[OH:51])[C@@:43]2([CH:52]=[CH2:53])[C@H:34]1[C:35]1[CH:36]=[CH:37][C:38]([OH:54])=[CH:39][C:40]=1[CH2:41][CH2:42]2>>[CH3:26][N:27]([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]([F:1])([F:25])[C:21]([F:22])([F:23])[F:24])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C@H:33]1[CH2:50][C@@:48]2([CH3:49])[C@@H:44]([CH2:45][CH2:46][C@@H:47]2[OH:51])[C@@:43]2([CH:52]=[CH2:53])[C@H:34]1[C:35]1[CH:36]=[CH:37][C:38]([OH:54])=[CH:39][C:40]=1[CH2:41][CH2:42]2

Participants

3

Reactant 2

HCID 1213654211beta-[5-(Methylamino)pentyl]-8-vinylestra-1,3,5(10)-triene-3,17beta-diolHCID 15858643HCID 15858643, compound

Product 1

HCID 1213654711beta-{5-[Methyl(8,8,9,9,9-pentafluorononyl)amino]pentyl}-8-vinylestra-1,3,5(10)-triene-3,17beta-diol

Procedure

In the reaction with 8,8,9,9,9-pentafluorononyltosylate analogously to instructions 22.1, 32 mg of amine 31a yields 16 mg of amine 36a as colorless crystals (GC-MS: m/z theor.: 613, pract.: 613).

Sources & evidence

ORD record
ord-074ee115e7384dfe8c52ead0cedefa7c
Source dataset
uspto-grants-2008_05
Patent number
US07375098B2

Reaction notes

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